The goal to win at least 5 units in 30 picks implies at least a 13.9% to 16.7% ROI for bets say in the range -120 to +120. To do this with independent selections takes a lot of luck, obviously no capper does this on a long-term basis. With "normal" picks at 50/50, the odds are around 6/1 against winning the contest. One strategy to improve one's chances is to make selections that have a positive correlation with each other. In effect, this decreases the independent choices, so even if the multiple selections only are 50/50, it increases the overall chances to win the contest.